Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 24872031 | HCID 24872031 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68690004 | HCID 68690004 | — |
Reaction Steps
A solution of Example 1 in MeOH was charged on SCX cartridge and washed with MeOH. The free base was then eluted with 2M NH3 in MeOH and the solvent removed under reduced pressure. The resulting amine was dissolved in THF and pyridine (2 eq) and Ac2O (1 eq) were added. The mixture was stirred for 1 h at RT and then the solvent was evaporated under reduced pressure and the product was isolated by purification at prep RP-HPLC using H2O (+0.1% TFA) and MeCN (+0.1% TFA) as eluents (C18 column). The desired fractions were lyophilized to afford the title compound. 1H NMR (400 MHz, DMSO-d6+TFA) δ: 10.53-10.44 (1H, m), 7.51-7.36 (1H, m), 7.34-7.18 (3H, m), 6.91-6.87 (1H, m), 6.54-6.44 (2H, m), 4.09-4.02 (2H, m), 3.85-3.05 (8H, m, partially overlapped with D2O signal), 2.03-1.72 (3H, m), 1.43-1.15 (2H, m). MS (ES) C22H23FN4O3 requires: 410, found: 411 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07834015B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-f9209906bc9d40418b697a349e31e41d |
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| Source note | uspto-grants-2010_11 |
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